Cheap flights from Orlando to Chicago

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Easily compare round trip flights from Orlando to Chicago

Below you can see the best fares for your round trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Orlando to Chicago by changing tabs
Quickest
Cheapest
United Airlines
United Airlines
13 Aug
MCO
3:09 am
Orlando airport
2h 59m
5:08 am
ORD
Chicago O'Hare Intl airport
United Airlines
14 Aug
ORD
2:49 am
Chicago O'Hare Intl airport
2h 44m
6:33 am
MCO
Orlando airport
102 USD
Frontier
Frontier
14 Aug
MCO
8:33 am
Orlando airport
3h 15m
10:48 am
ORD
Chicago O'Hare Intl airport
Frontier
27 Aug
ORD
2:09 pm
Chicago O'Hare Intl airport
2h 46m
5:55 pm
MCO
Orlando airport
102 USD
American Airlines
American Airlines
10 Sep
MCO
3:24 pm
Orlando airport
3h 01m
5:25 pm
ORD
Chicago O'Hare Intl airport
American Airlines
12 Sep
ORD
2:49 am
Chicago O'Hare Intl airport
2h 44m
6:33 am
MCO
Orlando airport
102 USD
United Airlines
United Airlines
22 Aug
MCO
3:15 am
Orlando airport
2h 53m
5:08 am
ORD
Chicago O'Hare Intl airport
United Airlines
26 Aug
ORD
2:49 am
Chicago O'Hare Intl airport
2h 44m
6:33 am
MCO
Orlando airport
102 USD
United Airlines
United Airlines
27 Aug
MCO
5:45 am
Orlando airport
2h 54m
7:39 am
ORD
Chicago O'Hare Intl airport
United Airlines
28 Aug
ORD
2:49 am
Chicago O'Hare Intl airport
2h 44m
6:33 am
MCO
Orlando airport
102 USD
United Airlines
United Airlines
11 Sep
MCO
8:46 am
Orlando airport
2h 54m
10:40 am
ORD
Chicago O'Hare Intl airport
United Airlines
12 Sep
ORD
2:49 am
Chicago O'Hare Intl airport
2h 44m
6:33 am
MCO
Orlando airport
102 USD

How to get the cheapest flight ticket from Orlando to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
WHAT IS THE CHEAPEST MONTH TO FLY TO CHICAGO?
February
The cheapest time of year to fly to Chicago from Orlando is February. Most expensive is June
WHAT IS THE CHEAPEST DAY TO FLY TO CHICAGO?
Thursday
The cheapest day of the week is typically Thursday. The most expensive is typically Sunday
WHEN IS THE CHEAPEST TIME TO FLY TO CHICAGO?
in the evening
Orlando to Chicago flights are approximately 129% more expensive in the morning than in the evening
WHAT IS THE CHEAPEST AIRLINE THAT FLIES TO CHICAGO?
Frontier
Frontier, Spirit Airlines, and Allegiant Air are the most popular carriers operating from Orlando to Chicago
WHAT IS THE CHEAPEST ROUTE?
Orlando - Chicago O'Hare Intl
Fly from Orlando to Chicago O'Hare Intl for the best Orlando - Chicago flight prices
WHEN IS THE CHEAPEST TIME TO BOOK A FLIGHT TO CHICAGO?
36 days before
The cheapest time to buy a flight from Orlando to Chicago is approximately 36 days to departure
60
Days before departure
0

Flight information for Orlando to Chicago (CHI - ORL)

Find info about flight duration, direct flights, and airports for your flight from Orlando to Chicago
Fastest flight time 2h 30m The fastest flight from Orlando to Chicago takes 2h 30m.
Direct flights Every day Direct flights go from Orlando to Chicago every day.
Airports in Chicago 3 airports There are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Chicago Greater Rockford (RFD)

Alternative routes for Orlando to Chicago

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Jacksonville to Chicago
Fastest flight time
2h 25m
Cheapest price
79 USD
Tampa to Chicago
Fastest flight time
2h 45m
Cheapest price
97 USD
Jacksonville to Chicago
Fastest flight time
3h 41m
Cheapest price
174 USD
Tampa to Chicago
Fastest flight time
2h 40m
Cheapest price
184 USD
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Flights from Orlando to:

Flights to Chicago from:

  • Orlando
  • Florida
  • United States
  • North America